20327-68-8

Basic information

• Product Name: 2-(Methylamino)-9,10-anthraquinone
• Synonyms: 2-(Methylamino)-9,10-anthraquinone;2-(Methylamino)anthraquinone
• CAS NO: 20327-68-8
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.25
• Mol File: 20327-68-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 464.184°C at 760 mmHg
• Flash Point: 195.763°C
• Appearance: /
• Density: 1.329g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.691
• CAS DataBase Reference: 2-(Methylamino)-9,10-anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Methylamino)-9,10-anthraquinone(20327-68-8)
• EPA Substance Registry System: 2-(Methylamino)-9,10-anthraquinone(20327-68-8)

Safety Data

• Hazardous Substances Data: 20327-68-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H11NO2/c1-16-9-6-7-12-13(8-9)15(18)11-5-3-2-4-10(11)14(12)17/h2-8,16H,1H3

Upstream product

• 117-79-3 2-aminoanthraquinone 
• 55868-86-5 N-(2-Anthraquinonyl)-p-methylbenzenesulfonamide 
• 131-08-8 sodium anthraquinone-2-sulfonate 
• 7664-93-9 sulfuric acid 
• 55868-89-8 2-[methyl-(toluene-4-sulfonyl)-amino]-anthraquinone 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 77817-47-1 2-N-acetylmethylanthraquinone 
• 17613-71-7 2-phenoxyanthraquinone 
• 74-89-5 methylamine 
• 131-09-9 2-chloroanthracene-9,10-dione 

Relevant articles and documents

EFFECT OF SRUCTURAL FACTORS ON THE FORMATION AND PROPERTIES OF ACYLAMINOANTHRAQUINONES

The N-methyl group prevents the acylation of α-aminoanthraquinones by acetic anhydride in the absence of acid catalysis.This is explained by hindrances for the abstraction of hydrogen atom from the 1-methylamino group, which is connected by an intramolecular hydrogen bond.Acid catalysis levels out the differences in the reactivity of the α-amino and α-methyl amino groups.The α-acetylamino groups have lower hydrolytic stability than the α-N-acetylmethylamino groups.These characteristics make it possible to realize a directed synthesis of acyl derivatives at theprimary or secondary α-amino groups of polyaminoanthraquinones.The introduction of acyl residues into the secondary α-amino groups completely excludes them conjugation with the anthraquinone ring, and an unexpectedly small hypsochromic shift of the absorption is observed in the 4-amino, 4-alkylamino, and particularly the 4-arylamino derivatives of 1-acylaminoanthraquinones.